Hotels in East Side

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Where to stay in East Side?

A modern dining area with round tables and white chairs, a kitchen area with a coffee machine, and a view of the outdoors through large windows.

A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.

A bar area with a long counter, multiple liquor bottles, and a variety of glasses.

1. Hilton Vacation Club Hotel Blake Chicago

The Loop, 20.3 km from East Side

Su Ryoun

$181

$216 total

includes taxes & fees

Oct 29 - Oct 30

A large, historic building with a central courtyard surrounded by trees.

A modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.

A restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.

A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.

2. Hilton Chicago

The Loop, 19.9 km from East Side

Charlie

$166

$226 total

includes taxes & fees

Oct 30 - Oct 31

An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

A modern living room with a large window overlooking a body of water, a tripod, and a sofa.

A view from a room with a large window overlooking a cityscape at night, featuring a river and illuminated buildings.

A waterfront cityscape with modern buildings, a Ferris wheel, and several cruise ships docked.

3. Sable at Navy Pier Chicago, Curio Collection by Hilton

Streeterville, 21.3 km from East Side

Kendra

$229

$307 total

includes taxes & fees

Nov 1 - Nov 2

A restaurant interior with brick walls, hanging spherical light fixtures, and a visible kitchen area.

A high-rise building with a modern architectural design, featuring a prominent glass facade and a series of vertical lines.

A bar area with multiple shelves of bottles, a bar counter, and three bar stools.

A modern living room with a brick wall mural, a green sofa, leather chairs, and a wooden coffee table.

4. Arlo Chicago

Theatre District, 21.2 km from East Side

Amanda

$170

$233 total

includes taxes & fees

Nov 1 - Nov 2

A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

A cityscape with various buildings, including a prominent skyscraper and a classical building with arched windows.

Outdoor seating with yellow umbrellas labeled "Twisted Tea," wicker chairs, and tables.

A spacious bar area with a central bar, multiple seating options including bar stools and tables, and a well-lit ceiling with recessed lighting.

5. Congress Plaza Hotel

The Loop, 20.1 km from East Side

Angela

$128

$152 total

includes taxes & fees

Nov 1 - Nov 2

The Claridge House building with a sign, American and another flag, and outdoor seating with umbrellas.

A modern hotel room with a large bed, a chair, a small table, and a window with a view.

A spacious living room with a large window, a sofa, a black chair, and a coffee table.

A bar area with a long counter, multiple stools, and a modern chandelier.

6. Claridge House Chicago, Tapestry Collection by Hilton

23.4 km from East Side

Suzanne

$122

$175 total

includes taxes & fees

Nov 1 - Nov 2

A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

A modern living room with a fireplace, leather sofas, and a wooden floor.

A bar with a brick archway, wooden bar counter, and stools.

A restaurant interior with brick walls, wooden tables and chairs, and a bar area.

7. Club Quarters Hotel, Central Loop, Chicago

Theatre District, 20.8 km from East Side

Brandi

$118

$141 total

includes taxes & fees

Nov 1 - Nov 2

A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

A modern hotel room with a large window offering a view of the sea and a cityscape. There is a seating area with a sofa and a small table.

A modern bar area with high stools, a bar counter, and shelves of liquor bottles.

A modern hotel lobby with a marble floor, seating areas, and a ceiling with a sky-like projection.

8. The Wade

Streeterville, 21.8 km from East Side

Zion

$127

$151 total

includes taxes & fees

Nov 1 - Nov 2

A modern hotel lobby with large windows, leather sofas, and a view of the cityscape.

A restaurant with booths, tables, and a green wall in the background.

A compact kitchen with a microwave, coffee maker, and sink.

A lobby with a checkered floor, an ATM, a potted plant, a reception desk, computers, and a staircase.

9. Travelodge by Wyndham Downtown Chicago

The Loop, 20.1 km from East Side

Mara

$113

$135 total

includes taxes & fees

Nov 2 - Nov 3

A bar area with a long counter, bar stools, and a mirrored wall.

A luxurious lobby with a grand fireplace, elegant seating arrangements, and classic wood paneling.

A luxurious bathroom with a large oval bathtub, a chandelier, and two large mirrors with floral arrangements.

A tall red brick building with a classic architectural style, surrounded by modern skyscrapers.

10. The Whitehall Hotel, BW Premier Collection

Streeterville, 22.6 km from East Side

Tucker

$119

$142 total

includes taxes & fees

Nov 1 - Nov 2

A spacious lobby with a central coffee table, sofas, and a large mirror.

A balcony with a table set for a meal, featuring a charcuterie board and two glasses of wine, overlooking a cityscape.

A spacious lounge area with leather sofas, round tables, and comfortable chairs, featuring a wooden ceiling and elegant decor.

A spacious lobby with high ceilings, large arched windows, and a grand staircase.

11. The Chicago Hotel Collection Ambassador Gold Coast

23.4 km from East Side

Sara

$143

$170 total

includes taxes & fees

Nov 1 - Nov 2

A spacious hotel lobby with a central fountain, elegant chandeliers, and a high ceiling with skylights.

A grand lobby with a chandelier, a reception desk, and a seating area with sofas and chairs.

A coastal cityscape with a beach, high-rise buildings, and lush greenery.

A spacious living room with a view of the ocean, a chandelier, and a traditional red cabinet.

12. The Drake

Streeterville, 22.7 km from East Side

Milica

$171

$204 total

includes taxes & fees

Nov 1 - Nov 2

An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.

A hot tub with a metal ladder, surrounded by white tiled walls and floor, with a large window providing a view of the cityscape.

A modern outdoor patio with tables and chairs, a glass railing, and a view of a high-rise building.

A modern hotel lobby with a reception desk, seating area, and a large window providing a view of the outdoors.

13. Hilton Garden Inn Chicago Downtown South Loop

The Loop, 19.5 km from East Side

Kevin

$188

$223 total

includes taxes & fees

Oct 25 - Oct 26

A snack bar with various packaged snacks and beverages.

A modern hotel lobby with a seating area, a refrigerator stocked with beverages, and a table with snacks.

A modern hotel room with a cityscape mural, a desk with a chair, a sofa, a small table, and a lamp.

A modern hotel lobby with a bar area, seating arrangements, and a television screen.

14. Cambria Hotel Chicago Loop - Theatre District

Theatre District, 21.2 km from East Side

sylvie

$143

$170 total

includes taxes & fees

Nov 1 - Nov 2

A grand ballroom with a central dance floor, ornate ceiling, and chandeliers.

A spacious lobby with a grand chandelier, a staircase, and a seating area with two chairs and a table.

A view of a brick building with ornate windows and a book titled 'CHICAGO' on a table.

A banquet hall with ornate ceiling, chandeliers, and tables set for a formal event.

15. Millennium Hotel Knickerbocker Chicago

Streeterville, 22.6 km from East Side

John

$144

$195 total

includes taxes & fees

Nov 1 - Nov 2

A hotel with a modern design, featuring a prominent curved glass facade and multiple floors.

A modern hotel lobby with multiple dining areas, a central food station, and a high-ceiling atrium with balconies.

An indoor swimming pool with lounge chairs and a no diving sign.

A hotel reception area with a black reception desk, a concierge service sign, and a tiled floor.

16. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Streeterville, 21.7 km from East Side

Tania

$162

$221 total

includes taxes & fees

Nov 1 - Nov 2

A person sitting on a couch with a laptop, reading a book, in a room with a large window and a framed picture on the wall.

A modern lobby with leather sofas, a wooden coffee table, a TV mounted on the wall, and a bookshelf.

17. Central Loop Hotel

Theatre District, 20.8 km from East Side

Juan

$110

$130 total

includes taxes & fees

Nov 1 - Nov 2

A historic building with a glass entrance, large columns, and decorative planters with flowers.

A bar area with a variety of liquor bottles, a television screen, and colorful bar stools.

A spacious lobby with a checkered floor, colorful seating, and large windows.

A spacious lobby with a checkered floor, a large orange sofa, and multiple seating areas.

18. Warwick Allerton - Chicago

Streeterville, 22.2 km from East Side

YAQUI ANDRES

$108

$158 total

includes taxes & fees

Nov 1 - Nov 2

A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

A hotel reception area with a modern design, featuring a wooden panel wall and a marble reception desk.

A modern lobby with a seating area, a bar, and a green wall.

Transparent igloo-like structures with seating inside, set on a wooden deck with snow on the ground, surrounded by tall buildings.

19. DoubleTree by Hilton Chicago - Magnificent Mile

Streeterville, 21.8 km from East Side

Claire

$127

$151 total

includes taxes & fees

Nov 1 - Nov 2

A dining table set for six with a cityscape view through large windows.

A modern hotel room with a large window offering a cityscape view, a green sofa, two armchairs, and a coffee table with flowers.

The exterior of the Swissotel building with its distinctive glass facade and the hotel's name displayed prominently.

A modern hotel room with a large window offering a city skyline view, a round table with four chairs, and a ceiling with recessed lighting.

20. Swissotel - Chicago

21.3 km from East Side

amy

$191

$263 total

includes taxes & fees

Oct 31 - Nov 1

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Our prices for hotels in Chicago are cheapest in January

Top landmarks in East Side

Calumet Park

8.0/10 (1 review)

If you like quiet time surrounded by flowers and greenery, hang out at Calumet Park in East Side. Let yourself be amazed at the art galleries in the area— your cultural tour starts here. Want to stretch your legs some more? Head to Jackson Park and Abbott Park, both nearby.

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Munson Beach

Whether you want to collect beach glass or watch the sunset, Munson Beach is a spot you might want to check out, located 12.8 mi (20.6 km) from central Chicago. Catch the sunset by the shore at Calumet Beach, just a short walk away.

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Calumet Beach

If want to top up your tan, you might want to head out to Calumet Beach, located 12.4 mi (20 km) from central Chicago. Catch the sunset by the shore at Munson Beach, just a short walk away.

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Check out reviews of East Side hotels guests love

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent

"Great experience on my first trip to Chicago"

River Hotel

10/10 Excellent

"The room and the facility were just right, and the location was lovely. But the best thing about the stay was the helpfulness and interest from the staff. From upgrading our room (to include the great view!), to helping us find one of the five Starbucks Roasterys in the world, and storing our luggage after we checked out, the service was personal and effective. Jock was especially helpful, and really seemed to enjoy helping us with every part of our stay. I would definitely return to this hotel for my next Chicago visit."

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

10/10 Excellent

"Everything was awesome love this place"

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

10/10 Excellent

"Excellent location!"

Hampton Inn Chicago Downtown/Magnificent Mile

10/10 Excellent

"Nice place! Perfect location!"

The Royal Sonesta Chicago Downtown

10/10 Excellent

"Hotel was very clean, grateful housekeeping came in everyday and provided clean towels. Room view was very nice and as advertised."

Central Loop Hotel

10/10 Excellent

"I liked the location and staff"

Find out more about East Side

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Book Hotels in East Side on Hotels.com

Hotels in East Side

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Where to stay in East Side?

1. Hilton Vacation Club Hotel Blake Chicago

2. Hilton Chicago

3. Sable at Navy Pier Chicago, Curio Collection by Hilton

4. Arlo Chicago

5. Congress Plaza Hotel

6. Claridge House Chicago, Tapestry Collection by Hilton

7. Club Quarters Hotel, Central Loop, Chicago

8. The Wade

9. Travelodge by Wyndham Downtown Chicago

10. The Whitehall Hotel, BW Premier Collection

11. The Chicago Hotel Collection Ambassador Gold Coast

12. The Drake

13. Hilton Garden Inn Chicago Downtown South Loop

14. Cambria Hotel Chicago Loop - Theatre District

15. Millennium Hotel Knickerbocker Chicago

16. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

17. Central Loop Hotel

18. Warwick Allerton - Chicago

19. DoubleTree by Hilton Chicago - Magnificent Mile

20. Swissotel - Chicago

Price trends for hotels in Chicago

Typical weather for Chicago

Top landmarks in East Side

Calumet Park

Munson Beach

Calumet Beach

Check out reviews of East Side hotels guests love

The Chicago Hotel Collection Ambassador Gold Coast

River Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Hampton Inn Chicago Downtown/Magnificent Mile

The Royal Sonesta Chicago Downtown

Central Loop Hotel

Keep exploring